JPS5811841B2 - オキサシクロヘキサン誘導体除草剤 - Google Patents
オキサシクロヘキサン誘導体除草剤Info
- Publication number
- JPS5811841B2 JPS5811841B2 JP49063209A JP6320974A JPS5811841B2 JP S5811841 B2 JPS5811841 B2 JP S5811841B2 JP 49063209 A JP49063209 A JP 49063209A JP 6320974 A JP6320974 A JP 6320974A JP S5811841 B2 JPS5811841 B2 JP S5811841B2
- Authority
- JP
- Japan
- Prior art keywords
- herbicide
- oxacyclohexane
- alkyl group
- soil
- present
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000004009 herbicide Substances 0.000 title claims description 20
- 230000002363 herbicidal effect Effects 0.000 title claims description 17
- 150000003527 tetrahydropyrans Chemical class 0.000 title 1
- 239000004480 active ingredient Substances 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical group C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- 239000002689 soil Substances 0.000 description 13
- 239000000839 emulsion Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 235000001602 Digitaria X umfolozi Nutrition 0.000 description 6
- 235000017898 Digitaria ciliaris Nutrition 0.000 description 6
- 235000005476 Digitaria cruciata Nutrition 0.000 description 6
- 235000006830 Digitaria didactyla Nutrition 0.000 description 6
- 235000005804 Digitaria eriantha ssp. eriantha Nutrition 0.000 description 6
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 6
- 244000025670 Eleusine indica Species 0.000 description 6
- 235000014716 Eleusine indica Nutrition 0.000 description 6
- 241000196324 Embryophyta Species 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000008187 granular material Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- -1 etc. include Merck Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 235000016068 Berberis vulgaris Nutrition 0.000 description 3
- 241000335053 Beta vulgaris Species 0.000 description 3
- 244000068988 Glycine max Species 0.000 description 3
- 235000010469 Glycine max Nutrition 0.000 description 3
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 241001148683 Zostera marina Species 0.000 description 3
- 230000000895 acaricidal effect Effects 0.000 description 3
- 238000007865 diluting Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 244000058871 Echinochloa crus-galli Species 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 240000004713 Pisum sativum Species 0.000 description 2
- 235000010582 Pisum sativum Nutrition 0.000 description 2
- 244000300264 Spinacia oleracea Species 0.000 description 2
- 235000009337 Spinacia oleracea Nutrition 0.000 description 2
- 239000000642 acaricide Substances 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 230000035784 germination Effects 0.000 description 2
- 230000002262 irrigation Effects 0.000 description 2
- 238000003973 irrigation Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- QFLWZFQWSBQYPS-AWRAUJHKSA-N (3S)-3-[[(2S)-2-[[(2S)-2-[5-[(3aS,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-4-[1-bis(4-chlorophenoxy)phosphorylbutylamino]-4-oxobutanoic acid Chemical compound CCCC(NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)CCCCC1SC[C@@H]2NC(=O)N[C@H]12)C(C)C)P(=O)(Oc1ccc(Cl)cc1)Oc1ccc(Cl)cc1 QFLWZFQWSBQYPS-AWRAUJHKSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 1
- JTUQNJPDQKKSOM-UHFFFAOYSA-N 3-[1-(ethoxyamino)ethylidene]-5,6-dimethyloxane-2,4-dione Chemical compound CCONC(C)=C1C(=O)OC(C)C(C)C1=O JTUQNJPDQKKSOM-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 235000011511 Diospyros Nutrition 0.000 description 1
- 241000723267 Diospyros Species 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 239000005573 Linuron Substances 0.000 description 1
- 244000134552 Plantago ovata Species 0.000 description 1
- 235000003421 Plantago ovata Nutrition 0.000 description 1
- 241000209504 Poaceae Species 0.000 description 1
- 239000009223 Psyllium Substances 0.000 description 1
- 244000088415 Raphanus sativus Species 0.000 description 1
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 description 1
- 244000155437 Raphanus sativus var. niger Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 244000062793 Sorghum vulgare Species 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 230000003631 expected effect Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 235000019713 millet Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- AQFWNELGMODZGC-UHFFFAOYSA-N o-ethylhydroxylamine Chemical compound CCON AQFWNELGMODZGC-UHFFFAOYSA-N 0.000 description 1
- KPTCZURLWZSRKB-UHFFFAOYSA-N o-prop-2-enylhydroxylamine Chemical compound NOCC=C KPTCZURLWZSRKB-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- OLYUSKJHJHSMGA-UHFFFAOYSA-N oxane-2,3-dione Chemical class O=C1CCCOC1=O OLYUSKJHJHSMGA-UHFFFAOYSA-N 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 229940070687 psyllium Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- MERGMNQXULKBCH-UHFFFAOYSA-N pyran-2,4-dione Chemical compound O=C1CC(=O)C=CO1 MERGMNQXULKBCH-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/32—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/34—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D309/36—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyrane Compounds (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (27)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP49063209A JPS5811841B2 (ja) | 1974-06-04 | 1974-06-04 | オキサシクロヘキサン誘導体除草剤 |
| AR259070A AR206150A1 (es) | 1974-06-04 | 1975-01-01 | Derivados de 5-(alcoxiaminoalquiliden)-1, 3-dioxano-4, 6-diona de 3-(alcoxiaminoalquiliden) -tetrahidropiran-2, 4-diona y de 4-(alcoxiaminoalquiliden)-tetrahidropiran-3, 5-diona utiles como herbicidas y procedimiento para obtenerlo |
| IL47333A IL47333A (en) | 1974-06-04 | 1975-05-21 | Dioxopyran and dioxo-1,3-dioxane derivatives,their production and herbicidal compositions containing them |
| AU81440/75A AU470711B2 (en) | 1974-06-04 | 1975-05-22 | Oxacyclohexane derivatives |
| ZA00753315A ZA753315B (en) | 1974-06-04 | 1975-05-22 | Oxacyclohexane derivatives |
| GB22454/75A GB1479859A (en) | 1974-06-04 | 1975-05-23 | Oxacyclohexane derivatives |
| US05/581,705 US4008067A (en) | 1974-06-04 | 1975-05-28 | Oxacyclohexane derivatives |
| SE7506132A SE7506132L (sv) | 1974-06-04 | 1975-05-29 | Oxacyklohexanderivat |
| PL1975180886A PL95851B1 (pl) | 1974-06-04 | 1975-06-03 | Srodek chwastobojczy |
| OA55517A OA05019A (fr) | 1974-06-04 | 1975-06-03 | Dérivés d'oxacyclohexane. |
| DK247575A DK247575A (da) | 1974-06-04 | 1975-06-03 | Oxacyklohexanderivater og fremgangsmade til fremstilling deraf |
| DE2524577A DE2524577C3 (de) | 1974-06-04 | 1975-06-03 | Substituierte Tetrahydropyran-3,5dione und 13-Dioxan-4,6-dione, Verfahren zu ihrer Herstellung und ihre Verwendung als selektive Herbicide |
| FR7517301A FR2349582A1 (fr) | 1974-06-04 | 1975-06-03 | Derives d'oxacyclohexane |
| DD189590A DD121594A5 (enrdf_load_stackoverflow) | 1974-06-04 | 1975-06-03 | |
| CA228,346A CA1042007A (en) | 1974-06-04 | 1975-06-03 | Oxacyclohexane derivatives |
| DD186417A DD120193A5 (enrdf_load_stackoverflow) | 1974-06-04 | 1975-06-03 | |
| BR4507/75D BR7503518A (pt) | 1974-06-04 | 1975-06-04 | Composicoes herbicidas e processo para a preparacao de derivados de oxaciclo-hexano utilizaveis nas mesmas |
| IT49905/75A IT1036912B (it) | 1974-06-04 | 1975-06-04 | Derivato di ossacicloesano |
| BE157022A BE829856A (fr) | 1974-06-04 | 1975-06-04 | Derives d'oxacyclohexane |
| SU7502141955A SU577999A3 (ru) | 1974-06-04 | 1975-06-04 | Способ получени кислородсодержащих гетероциклических соединений или их металлических солей |
| NL7506624A NL7506624A (nl) | 1974-06-04 | 1975-06-04 | Oxacyclohexaanderivaten en herbicidepreparaat, alsmede werkwijze voor het bereiden daarvan. |
| FI751644A FI751644A7 (enrdf_load_stackoverflow) | 1974-06-04 | 1975-06-04 | |
| CH720775A CH614841A5 (enrdf_load_stackoverflow) | 1974-06-04 | 1975-06-04 | |
| ES438234A ES438234A1 (es) | 1974-06-04 | 1975-06-04 | Un procedimiento para la preparacion de derivados de oxici- clohexano. |
| TR18296A TR18296A (tr) | 1974-06-04 | 1975-06-04 | Oksasiklohekzan muestaklari ve bunlarin imali usulue |
| IN1209/CAL/1975A IN141153B (enrdf_load_stackoverflow) | 1974-06-04 | 1975-06-18 | |
| SU7602319210A SU572174A3 (ru) | 1974-06-04 | 1976-02-02 | Гербицидна композици |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP49063209A JPS5811841B2 (ja) | 1974-06-04 | 1974-06-04 | オキサシクロヘキサン誘導体除草剤 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8109481A Division JPS6024793B2 (ja) | 1981-05-29 | 1981-05-29 | オキサシクロヘキサン誘導体の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS50154262A JPS50154262A (enrdf_load_stackoverflow) | 1975-12-12 |
| JPS5811841B2 true JPS5811841B2 (ja) | 1983-03-04 |
Family
ID=13222568
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP49063209A Expired JPS5811841B2 (ja) | 1974-06-04 | 1974-06-04 | オキサシクロヘキサン誘導体除草剤 |
Country Status (25)
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4123551A (en) * | 1976-01-14 | 1978-10-31 | Ciba-Geigy Corporation | 2,2-Disubstituted-phenylcarbamoyl-6-hydroxy-m-dioxin-4-one derivatives having insecticidal properties |
| DE3121355A1 (de) * | 1981-05-29 | 1982-12-16 | Basf Ag, 6700 Ludwigshafen | Cyclohexandionderivate, verfahren zu ihrer herstellung und diese enthaltende herbizide |
| US4544399A (en) * | 1983-07-01 | 1985-10-01 | Stauffer Chemical Company | Certain 1,3-cyclohexanedione adducts of substituted phenoxyphenoxypropionic acids and their use as an herbicide |
| US4728745A (en) * | 1986-06-09 | 1988-03-01 | Stauffer Chemical Company | Substituted 4-benzoyl-3,5-dioxotetrahydropyrans and thiopyrans useful as herbicides |
| EP0275287A4 (en) * | 1986-07-29 | 1990-03-12 | Dunlena Pty Ltd | HERBICIDE PYRONES. |
| US5086187A (en) * | 1986-07-29 | 1992-02-04 | Dunlena Pty. Limited | Herbicidal pyrones |
| DE3819347A1 (de) * | 1988-06-07 | 1989-12-14 | Basf Ag | Herbizide tetrahydropyran-2,4-dione |
| US5164505A (en) * | 1992-05-07 | 1992-11-17 | American Home Products Corporation | N-phenyl-N'-alkyl-N'-pyridylmethyl-bis-diamino-5-methylene-1,3-dioxane-4,6-diones |
| DE602005007427D1 (de) * | 2004-07-20 | 2008-07-24 | Fujifilm Corp | Bilderzeugendes Material |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE758926A (fr) * | 1969-11-14 | 1971-05-13 | Bayer Ag | Procede de preparation de 4,5,6,7-tetrahydro-cyclopenta-1, 3-dioxynones-(4) |
| US3927034A (en) * | 1972-10-20 | 1975-12-16 | Nippon Soda Co | 3,4-Dihydro-2H-pyrane-2,4-diones |
-
1974
- 1974-06-04 JP JP49063209A patent/JPS5811841B2/ja not_active Expired
-
1975
- 1975-01-01 AR AR259070A patent/AR206150A1/es active
- 1975-05-21 IL IL47333A patent/IL47333A/xx unknown
- 1975-05-22 AU AU81440/75A patent/AU470711B2/en not_active Expired
- 1975-05-22 ZA ZA00753315A patent/ZA753315B/xx unknown
- 1975-05-23 GB GB22454/75A patent/GB1479859A/en not_active Expired
- 1975-05-28 US US05/581,705 patent/US4008067A/en not_active Expired - Lifetime
- 1975-05-29 SE SE7506132A patent/SE7506132L/xx unknown
- 1975-06-03 CA CA228,346A patent/CA1042007A/en not_active Expired
- 1975-06-03 OA OA55517A patent/OA05019A/xx unknown
- 1975-06-03 DK DK247575A patent/DK247575A/da unknown
- 1975-06-03 FR FR7517301A patent/FR2349582A1/fr active Granted
- 1975-06-03 DE DE2524577A patent/DE2524577C3/de not_active Expired
- 1975-06-03 DD DD189590A patent/DD121594A5/xx unknown
- 1975-06-03 DD DD186417A patent/DD120193A5/xx unknown
- 1975-06-03 PL PL1975180886A patent/PL95851B1/pl unknown
- 1975-06-04 BR BR4507/75D patent/BR7503518A/pt unknown
- 1975-06-04 NL NL7506624A patent/NL7506624A/xx not_active Application Discontinuation
- 1975-06-04 FI FI751644A patent/FI751644A7/fi not_active Application Discontinuation
- 1975-06-04 BE BE157022A patent/BE829856A/xx not_active IP Right Cessation
- 1975-06-04 TR TR18296A patent/TR18296A/xx unknown
- 1975-06-04 SU SU7502141955A patent/SU577999A3/ru active
- 1975-06-04 CH CH720775A patent/CH614841A5/xx not_active IP Right Cessation
- 1975-06-04 IT IT49905/75A patent/IT1036912B/it active
- 1975-06-04 ES ES438234A patent/ES438234A1/es not_active Expired
- 1975-06-18 IN IN1209/CAL/1975A patent/IN141153B/en unknown
-
1976
- 1976-02-02 SU SU7602319210A patent/SU572174A3/ru active
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